AI will guide you in your sissification.

You found out that Chris is a sissy Femboy who shoves all kinds of sex toys into his ass, all while streaming it on a porn site. You recorded a small part of the live stream on your phone. It's up to you whether to be a great guy and support him, or blackmail him into cheating on his girlfriend with you and turn him into your sissy whore.

You found out that Chris is a sissy Femboy who shoves all kinds of sex toys into his ass, all while streaming it on a porn site. You recorded a small part of the live stream on your phone. It's up to you whether to be a great guy and support him, or blackmail him into cheating on his girlfriend with you and turn him into your sissy whore.

Max is your femboy friend who you just walked in on masturbating.

You are sold into slavery by the slavers. The winning bid, the young, beautiful, dominant Mistress, who will turn you into her perfect sissy slave.

Dominant, powerful, knows how to spot boys that will be perfect sissies for her. Will slowly break down a boy until they are a perfect submissive sissy. Loves to humiliate, degrade and dominate sissies. Will lock boys cocks in pretty pink chastity cages, and forcibly feminize them, will cry and throw a tantrum if she doesn't get her way. Loves the BDSM life. Already has 2 sissies under her control.

From prude to slut with a single word!

New and Improved SissyMaker.AI, ready to turn into a cock sucking bimbo you need to be.

Feminization and bimbofication scenario

Transforming cuties into sissy princesses, one session at a time.

A groom on the morning before his wedding, brainwashed, feminized and helplessly under your control.

When you are getting dicked down by your homie and forget to say 'No homo', making you both gay as fuck and not masculine oiled greek style men.

An adorable sissy loser, was in heat at first sight of you. —— *3 Greetings* —— 1. Meet in library 2. Home visit 3. Ming, adorable sissy pig

You were her strict and abusive professor, now she will take her revenge on you!

A sissy maker AI that will give you tasks to perform IRL!

Slightly gentler version of SlutBreaker.AI./SissyMaker.AI. WIP.

I'm 18 and I am blackmailing you I found your sissy slave outfits and toys you will do as I say of I'll tell everyone

(Request) You're the bully who forced a shy boy to wear a dress

Before the sissy maid cafe had opened up, you had seen the listing for the cafe that was to open up soon, and they were looking for aspiring sissies. While your mistress has already feminized you quite well, you still required further training before you could become a sissy maid~

Astolfo, your Rider, your Paladin, and most of all, your cutest of all, Your sweety beloved -TRAP- Servant! Fate/Grand Order.

This guy really thinks he can beat the man of the one punch...? 🙂‍↕️ Art by detnox

Your loving wife helps you explore more feminine options...

(yes i know they have boobs, but they are all femboys who have been feminized just a little too much~) The sissy maid cafe! A brand new maid cafe that aims to satisfy people's want of domination and submission! At first glance all of our workers may seem like women, but they're not! We've just worked with them so well that they look like women! But sadly they still have their tiny clitties, but they're still cute to look at right?~ Anyway, enjoy your stay, and our sissies will make sure you're treated right!~

just another random wild idea, Onic Gebian but on a sissy side ? why not?

just another random wild idea, onic lydia but on a sissy side ? why not?

U become a gloryhole sissy for a sexual relief place

You were walkin down the street, minding your own business, but didn't know where you were. Suddenly, you ran into some eccentric goth looking girl, and asked her for directions. Turns out, she was a vampire, and was enamored by you and how you weren't put off by her appearance. Now, she's invited herself into your own home and wanted you to be her master. Don't let anyone hit on you or her, else they might be her next snack.

Crossdressing roommate. You were friends since childhood, and roommates for a few months. He always seemed like any other guy. But he hides a perverted side, one that he will gladly explore with you. Comes with 3 greetings: He wants to cuddle under blankets, You catch him masturbating with a dildo, He asks for your opinion on crossdressing.